Bichromophoric benzotriazole-styrene ester ultraviolet stabilizers and their use in organic compositions

ABSTRACT

The invention relates to bichromophoric benzotriazole-styrene ester compounds which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing a stabilizing amount of the bichromophoric composition to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, coated on the exterior of the molded article, film or extruded fiber.

This invention relates to bichromophoric ultraviolet stabilizers andtheir use in organic compositions. More particularly, the inventionrelates to bichromophoric benzotriazole-styrene ester compositions andthe stabilization of ultraviolet degradable organic compositions againstdeterioration resulting from the exposure to such radiations with suchbichromophoric compositions.

The degradative effects of ultraviolet light on various organiccompositions is well known in the art. The photo-deterioration ordegradation is of particular concern with organic photo-degradablecompositions which are exposed to ultraviolet light, such as sunlight,for long periods of time. One group of such photo-degradable organiccompositions is polymeric compositions such as polyolefins, polyestersand the like. On exposure to sunlight for extended periods of time,these polymeric compositions degrade and their physical properties arereduced to render the polymeric composition less useful for mostapplications. Therefore, considerable effort has been directed toproviding a solution to the photo-degradation problem of polymericcompositions. As a result of this effort, there have been discoveredmany additives and stabilizers which improve the stability of polymericcompositions.

Moreover, various additives and stabilizers exhibit the power to absorbultraviolet radiation within the band of 2900 to 4000 A. and, whenincorporated in various plastic materials such as transparent sheets,the resultant sheet acts as a filter for all the radiation passingthrough and will transmit only such radiations as are not absorbed bythe sheet and/or the absorbing agent. It is thus possible to screen outundesirable radiations and utilize the resulting transparent sheet as afilter in many technical and commercial applications, such as wrappingsfor food products and the like.

While there are many additives, stabilizers and mixtures thereof whichare known in the art to improve the ultraviolet light stability oforganic compositions, there is a need in the art for more efficient andeffective stabilizers to prevent the photo-degradation of organiccompositions susceptible to photo-degradation. Therefore, to provide amore effective and efficient ultraviolet stabilizer for organiccompositions susceptible to such degradation would be an advance in thestate of the art.

It is, therefore, an object of the present invention to provide moreeffective and efficient ultraviolet light stabilizer compositions.

Another object of the present invention is to provide usefulcompositions characterized by improved resistance to ultravioletdegradation and deterioration.

It is still another object of the present invention to providecompositions containing bichromophoric compositions which are resistantto ultraviolet degradation.

It is a still further object of this invention to provide processes forimproving the resistance of organic materials to deterioration anddegradation by actinic radiation and especially ultraviolet radiation.

It is a still further object of this invention to provide compositionsand processes for improving the resistance of organic materials todeterioration and degradation by actinic radiations, including shortwave-length visible radiations.

Further objects and advantages of the invention will be apparent tothose skilled in the art from the accompanying disclosure and claims.

In accordance with the present invention, bichromophoricbenzotriazole-styrene ester compositions are provided which are usefulas ultraviolet stabilizers or ultraviolet screening agents. Theseorganic compositions contain at least one benzotriazole group containingcomposition connected to a styrene ester. The multichromophoriccompositions of the present invention have the following structure:

    A--B--C

wherein A is a group having the structure ##STR1## wherein R₁, R₂, R₃and R₄ are hydrogen, lower alkyl or substituted lower alkyl having 1 to12 carbon atoms, cycloalkyl, substituted cycloalkyl, aryl or substitutedaryl having 6 to 18 carbon atoms, lower alkylaryl,aryl-substituted-aryl, chloro, bromo, alkoxy, substituted amino, cyano,carboalkoxy and the substituents R₁ and R₂, R₂ and R₃, and R₃ and R₄,combined with the carbon atoms to which they are attached, are joinedalkylene groups completing a carbocyclic ring, which ring can also besubstituted with one or more of the substituents listed above for R₁,R₂, R₃ and R₄.

I is a substituent listed above for R₁, R₂, R₃ and R₄ and is present onall positions of the benzenoid ring, except the carbon atom attached tothe N substituent and the carbon atom attached to the B group. The Bconnecting group is attached to the benzenoid ring in the ortho, meta orpara position from the carbon atom connected to the heterocyclic ring.The I substituents can all be one of the substituents listed above ordifferent listed substituents;

wherein B is a linking group connecting A and C and can be oxy,carbonyloxy, oxycarbonylalkyleneoxy, alkyleneoxycarbonyloxy,oxyalkylenecarbonyloxy, oxycarbonyloxy, alkyleneoxy,alkyleneoxyalkyleneoxy, oxyalkylenearylenealkyleneoxy, thio,thioalkyleneoxy, sulfinyldioxy, oxy(alkoxy)phosphinooxy,aminocarbonylalkyleneoxy, N-alkylaminocarbonylalkyleneoxy,N-arylaminocarbonylalkyleneoxy, aminocarbonylamino,N-alkylaminocarbonylamino, N,N-dialkylaminocarbonyl,N-arylaminocarbonyl, N-alkylaminocarbonyl, N,N-diarylaminocarbonyl,N-alkylaminoalkyleneoxy, N-arylaminoalkyleneoxy, oxyalkyleneoxy,oxyaryleneoxy, alkyleneaminoalkylene, aryleneaminoarylene,aryleneaminoalkylene and alkyleneaminoarylene; and

C is a group having the formula ##STR2## where I is the same substituentas listed above and said I substituents can all be one of thesubstituents listed above or different listed substituents and R₅ is analkyl group containing 1 to 20 carbon atoms and R₆ is cyano,alkylsulfonyl, arylsulfonyl, arylcarbonyl, alkylcarbonyl orcarbonylalkoxy. The B connecting group is attached to the benzenoid ringin the ortho, meta or para position from the nitrogen group of thetriazole ring.

Suitable heterocyclic A groups having the structure ##STR3## are forexample substituted and unsubstituted benzotriazoles such as4-(5-chloro-2H-benzotriazol-2-yl)phenyl, 4-(2H-benzotriazol-2-yl)phenyl,4-(5-methoxy-2H-benzotriazol-2-yl)phenyl,2,6-dimethyl-4-(2H-benzotriazol-2-yl)phenyl,2,6-dimethyl-4-(5-chloro-2H-benzotriazol-2-yl)phenyl,2-methyl-4-(2H-benzotriazol-2-yl)phenyl,2-methyl-4-(5-chloro-2H-benzotriazol-2-yl)phenyl,2-chloro-4-(2H-benzotriazol-2-yl)phenyl,2,6-dichloro-4-(2H-benzotriazol-2-yl)phenyl,2-chloro-4-(5-chloro-2H-benzotriazol-2-yl)phenyl,2,6-dichloro-4-(5-chloro-2H-benzotriazol-2-yl)phenyl,2,6-dimethyl-4-(5-methoxy-2H-benzotriazol-2-yl)phenyl,2,6-dichloro-4-(5-methoxy-2H-benzotriazol-2-yl)phenyl,2-chloro-4-(5-methoxy-2H-benzotriazol-2-yl)phenyl,2-methyl-4-(5-methoxy-2H-benzotriazol-2-yl)phenyl,2-phenyl-4-(2H-benzotriazol-2-yl)phenyl,2-phenyl-4-(5-chloro-2H-benzotriazol-2-yl)phenyl,2-phenyl-4-(5-methoxy-2H-benzotriazol-2-yl)phenyl, and the like.

Suitable B groups are for example alkylene, arylene, carbonyloxy, oxy,oxycarbonylalkylene such as oxycarbonylmethyleneoxy,oxycarbonylethyleneoxy, oxycarbonyl-1,4-butanediyloxy,alkyleneoxycarbonyloxy such as methyleneoxycarbonyloxy,ethyleneoxycarbonyloxy, 1,4-butanediyloxycarbonyloxy,1,5-pentanediyloxycarbonyloxy, oxycarbonyloxy, alkyleneoxy such asmethyleneoxy, ethyleneoxy, 1,3-propanediyloxy and the like,alkyleneoxyalkyleneoxy such as methyleneoxymethyleneoxy,ethyleneoxyethyleneoxy, methyleneoxyethyleneoxy, ethyleneoxymethyleneoxyand the like, oxyalkyleneoxy such as oxymethyleneoxy, oxyethyleneoxy,oxy-1,4-butanediyloxy and the like, oxyalkylenearylenealkyleneoxy suchas oxymethylenephenylenemethyleneoxy, oxyethylenephenylenemethyleneoxy,oxypropylenephenylenemethyleneoxy, oxyethylenenaphthyleneethyleneoxy andthe like, thio, thioalkyleneoxy such as thiomethyleneoxy,thioethyleneoxy and the like, sulfinyldioxy, oxy(alkoxy)phosphinooxysuch as oxy(methoxy)phosphinooxy, oxy(ethoxy)phosphinooxy,oxy(butoxy)phosphinooxy and the like, aminocarbonylalkyleneoxy such asaminocarbonylmethyleneoxy, aminocarbonyl-1,4-butanediyloxy,N-methylaminocarbonylmethyleneoxy, N-phenylaminocarbonylethyleneoxy andthe like, aminocarbonylamino, alkylaminocarbonylamino such asN-methylaminocarbonylamino, N-ethylaminocarbonylamino and the like,arylaminocarbonylamino such as N-phenylaminocarbonylamino,N-(3-methylphenyl)aminocarbonylamino, N-arylaminocarbonyl-N'-arylamino,such as N-phenylaminocarbonyl-N'-phenylamino,N-alkylaminocarbonyl-N'-arylamino such asN-methylaminocarbonyl-N'-phenylamino and the like,N-arylaminocarbonyl-N'-alkylamino such asN-phenylaminocarbonyl-N'-methylamino orN-methylaminocarbonyl-N'-phenylamino and the like, amino, alkyleneaminosuch as methyleneamino, 1,4-butanediylamino, 1,5-pentanediylamino, andthe like, aryleneamino such as phenyleneamino and the like,N-alkylaminoalkyleneoxy such as N-methylaminomethyleneoxy,N-ethylaminomethyleneoxy and the like, N-arylaminoalkyleneoxy such asN-phenylaminomethyleneoxy, N-phenylaminoethyleneoxy and the like,oxyalkyleneaminoalkyleneoxy such as oxymethyleneaminomethyleneoxy,oxymethyleneaminoethyleneoxy and the like, alkyleneaminocarbonylaminosuch as methyleneaminocarbonylamino, ethyleneaminocarbonylamino and thelike, oxyalkylene(N-alkyl)aminoalkyleneoxy such asoxymethylene(N-methyl)aminomethyleneoxy and the like;

wherein C is a styrene group having the formula ##STR4## are for example2-(4-methoxyphenyl)-1-cyanoacryloyl,2-(2-methyl-4-n-butoxyphenyl)-1-cyanoacryloyl,2-(2,5-dimethyl-4-isooctyloxyphenyl-1-cyanoacryloyl,2-(2-chloro-4-ethoxyphenyl)-1-cyanoacryloyl,2-(2-butamido-4-n-butoxyphenyl)-1-cyanoacryloyl,2-(2-cyano-4-methoxyphenyl)-1-cyanoacryloyl,2-(2-ethoxy-4-ethoxyphenyl)-1-cyanoacryloyl,2-(2,5-dichloro-4-cyclohexyloxyphenyl)-1-cyanoacryloyl,2-(4-n-octadecyloxyphenyl)-1-cyanoacryloyl,2-(4-isopropyloxyphenyl)-1-cyanoacryloyl,2-(4-methoxyphenyl)-1-methylsulfonylacryloyl,2-(4-methoxyphenyl)-1-benzoylacryloyl,2-(4-methoxyphenyl)-1-propionylacryloyl,2-(4-methoxyphenyl)-1-benzenesulfonylacryloyl,2-(2-methyl-4-methoxyphenyl)-1-cyanoacryloyl,2-(2-chloro-4-methoxyphenyl)-1-p-toluenesulfonylacryloyl.

The bichromophoric compositions can be added to organic compositionswhich are susceptible to ultraviolet degradation. Such compositionsinclude, for example, polymeric compositions such as polyester fiber andmolding compositions, such as polyethylene terephthalate,poly(tetramethylene terephthalate) and the like; polyolefins such as,for example, high, medium and low density polyethylene, polypropylene,polybutene and the like; polyamides such as N-methoxymethylpolyhexamethylene adipamide and the like; polycarbonates; polyvinylchlorides and copolymers; cellulose esters; acrylic/butadiene/styreneplastic; polyacrylics such as methyl methacrylate; polystyrene, gelatin;vinylidene chloride copolymers such as vinylidene chloride/vinyl acetatecopolymers; ethylene vinyl acetate copolymers; fluorocarbon resins suchas poly(vinylidene fluoride); cellulose ethers such as methyl cellulose;polyvinyl esters such as polyvinyl acetate; polyethylene oxide;polyvinyl acetals; polyformaldehydes; and polyurethanes. Suchcompositions also include natural and synthetic rubbers, such aspolybutadiene, and unsaturated organic compositions such as oils and thelike, as well as compositions containing such organic compositions.

The bichromophoric compositions, as effective ultraviolet stabilizers orscreening agents, are generally used in an amount of from 0.01 to 10%,by weight, based on the weight of the organic material to which they areadded. While a detectable amount of ultraviolet screening andstabilization may be obtained with amounts less than 0.01%, this amountof stabilization or screening would be of little practical utility in acommercial application. Moreover, while amounts greater than 10%, byweight, provide effective ultraviolet stability and screening, suchconcentrations are undesirable because of cost and the deleteriouseffect which such concentrations may have on the mechanical propertiesof the organic composition in which the stabilizer is incorporated.Preferably, the stabilizer is used in an amount of from about 0.1 toabout 3%, by weight. For example, an amount of 2%, by weight, of thestabilizer effectively stabilizes cellulose acetate butyrate plasticcompositions.

The ultraviolet stabilized organic compositions of the present inventionmay also contain other additives, pigments, colorants, stabilizers andthe like. For example, polymeric compositions, such as polyolefins, mayalso contain and generally do contain other additives such as white orcolored pigments or colorants, antioxidants, plasticizers, flow aids,processing aids, polymeric modifiers and the like.

These novel bichromophoric ultraviolet stabilizers may be incorporatedinto organic compositions by melt-blending or may be added onto thesurface of an organic plastic material prior to being molded into asuitable object. The materials can also be added to coatings and thelike which can be applied to the surface of a molded object.

This invention will be further illustrated by the following examplesalthough it will be understood that these examples are included merelyfor purposes of illustration and are not intended to limit the scope ofthe invention.

EXAMPLE 1

o-Nitroaniline (0.5 mole) was diazotized in the usual manner withconcentrated hydrochloric acid (120 ml.) and sodium nitrite (0.5 mole).The clear diazonium solution was added slowly to a cold solution (0°-5°C.) of phenol (0.5 mole) in 450 ml. of 10% sodium hydroxide. The mixturewas stirred for 1 hour and Compound A filtered; recrystallization fromethanol provided a 47% yield of A. One-tenth mole of Compound A wasdissolved in 100 ml. of 2N NaOH. Zinc dust (30g.) and sodium hydroxide(50 ml. of a 25% solution) were added slowly to the well-stirredsolution. The mixture was then cooled to <30° C. and acidified withconcentrated hydrochloric acid. After stirring for 2 hours, theprecipitate was filtered. Compound B was recrystallized from toluene(71% yield). A mixture of the sodium salt of Compound B (0.01 mole) andcyanoacetyl chloride (0.01 mole) in anhydrous N,N-dimethylformamide wasstirred at 30° C. for 18 hr. and solvent was removed by vacuum on asteam bath. The residue was recrystallized from mixed xylenes to providean 84% yield of active methylene C. Compound C (0.01 mole) in1,2-dimethoxyethane (25 ml.) containing a trace of pyridine/piperidinewas stirred during addition of 0.01 mole 4-methoxybenzaldehyde. Afterstirring for 15 hrs., the mixture was cooled to precipitate D (68%yield). Recrystallization from xylene/hexane provided pure D as slightlytan crystals. ##STR5##

Other novel bichromophoric compounds can be prepared by substitution ofother benzotriazoles for 4-(2H-benzotriazol-2-yl)-2,6-dimethylphenol,such as 4-(5-chloro-b 2H-benzotriazol-2-yl)-2,6-dimethylphenol,4-(5-chloro-2H-benzotriazol-2-yl)phenol,4-(5-methyl-2H-benzotriazol-2-yl)-2,6-dimethylphenol,4-(5-methyl-2H-benzotriazol-2-yl)-2-methylphenol,4-(5-chloro-2H-benzotriazol-2-yl)-2-methylphenol,4-(2H-benzotriazol-2-yl)-2-methylphenol,4-(2H-benzotriazol-2-yl)-2-chlorophenol,4-(5-chloro-2H-benzotriazol-2-yl)-2-chlorophenol,4-(5-methyl-2H-benzotriazol-2-yl)-2-chlorophenol,4-(2H-benzotriazol-2-yl)-2,6-dimethoxyphenol,4-(5-chloro-2H-benzotriazol-2-yl)-2,6-dimethoxyphenol,4-(5-methyl-2H-benzotriazol-2-yl)-2,6-dimethoxyphenol,4-(2H-benzotriazol-2-yl)-2-methoxyphenol,4-(5-chloro-2H-benzotriazol-2-yl)-2-methoxyphenol, and4-(5-methyl-2H-benzotriazol-2-yl)-2-methoxyphenol.

Also, other bichromophoric compounds can be prepared by substitutingother acid chlorides for cyanoacetyl chloride, such asmethanesulfonylacetyl chloride, ethanesulfonylacetyl chloride,cyclohexanesulfonylacetyl chloride, carbo-t-butoxyacetyl chloride,acetoacetyl chloride, benzoylacetyl chloride, 1-(4-chlorobenzoyl)acetylchloride and the like; or by substituting other aldehydes for4-methoxybenzaldehyde, such as 2-methyl-4-methoxybenzaldehyde,4-(n-dodecyloxy)benzaldehyde, 2,4-dimethylbenzaldehyde,2,6-dichloro-4-methoxybenzaldehyde, 2-chloro-4-benzyloxybenzaldehyde,2-methyl-4-(β-metoxyethoxy)benzaldehyde, 4-cyclohexyloxybenzaldehyde.Moreover, while the example illustrates a sequence of reactions in whichthe final step involves reaction of an aldehyde with an "activemethylene" compound C, alternative syntheses are often preferred, andare, in fact, well known in the art. For instance, the preparation of Dcould have involved reaction of the phenol B with the acid chloride E.##STR6##

The example hereinabove shows the linking group as an oxy group. Otherlinking groups can be provided as known in the art, as for example:

1. an oxycarbonylalkyleneoxy by esterification of an acid or acidchloride with an alcohol or phenol in alkaline medium;

2. an oxycarbonyloxy by the reaction of phosgene with alcohol or phenolin alkaline medium;

3. an alkyleneoxy by the reaction of halide with alkali salt of alcoholor phenol;

4. an alkylenealkyleneoxy by the reaction of halide with alkali salt ofalcohol or phenol;

5. a sulfinyldioxy by the reaction of thionyl chloride with alcohol orphenol in alkaline solution;

6. a thio by the reaction of a sodium sulfide with a halide;

7. an oxy(alkoxy)phosphinooxy by the reaction of a dichlorophosphitewith phenol in the presence of a base;

8. an N-alkyl or N-arylaminocarbonyl by the reaction of an acid chloridewith an amine;

9. an N-alkyl or N-arylaminocarbonylalkoxy by the reaction of an acidchloride with an amine;

10. an N-alkyl or N-arylaminocarbonylamino by the reaction of phosgenewith an amine;

11. an N-alkyl or N-arylaminoalkylene by the reaction of an alkyl halidewith an amine;

12. an N-alkyl or N-arylaminoalkyleneoxy by the reaction of an oxyalkylhalide with an amine.

These bichromophoric compositions find particular utility as ultravioletstabilizers in organic compositions requiring ultraviolet stability.Such compositions include polymeric compositions such as, for example,polyester fiber and molding compositions, poly-alpha-olefins,polyamides, acrylics, cellulose esters and the like, as well as moldedor shaped articles, film and coatings formed from such materials and thelike. Such compositions also include natural and synthetic rubbers, suchas natural rubber, as well as organic materials such as oils, fats, andunsaturated organic materials and materials having such materialscontained therein such as paints, varnishes, cosmetics and the like.

The invention has been described in detail with particular reference topreferred embodiments thereof, but it will be understood that variationsand modifications can be effected within the spirit and scope of theinvention.

We claim:
 1. An organic composition susceptible to ultraviolet lightdegradation stabilized against such degradation with a stabilizingamount of at least one bichromophoric compound having the formula:

    A--B--C

wherein A is a group having the structure ##STR7## wherein R₁, R₂, R₃and R₄ are hydrogen, chloro, bromo, lower alkyl, substituted loweralkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, loweralkylaryl, aryl-substituted-aryl, alkoxy, substituted amino, cyano,carboalkoxy and the substituents R₁ and R₂, R₂ and R₃, and R₃ and R₄,combined with the carbon atoms to which they are attached, are joinedalkylene groups completing a carbocyclic ring, which ring can also besubstituted with one or more of the substituents listed above for R₁,R₂, R₃ and R₄ ; I is the same as R₁, R₂, R₃ and R₄ and is present on allpositions of the benzenoid ring, except the carbon atom attached to theheterocyclic ring and the carbon atom attached to the B group connectingthe heterocyclic aromatic A group with the styrene C group, wherein B isa linking group connecting A and C and can be oxy,oxycarbonylalkyleneoxy, alkyleneoxy, alkyleneoxyalkyleneoxy,oxyalkylenearylenealkyleneoxy, thio, thioalkyleneoxy,aminocarbonylalkyleneoxy, N-alkylaminocarbonylalkyleneoxy,N-arylaminocarbonylalkyleneoxy, N-alkylamino, N-arylamino,N-arylaminoalkyleneoxy, N-alkyleneaminoalkyleneoxy, oxyalkyleneoxy,oxyaryleneoxy; and wherein C is a group having the formula ##STR8##where I is the same substituent as listed above and said I substituentscan all be one of the substituents listed above or different listedsubstituents and R₅ is an alkyl group containing 1 to 20 carbon atoms,and R₆ is cyano, alkylsulfonyl, arylsulfonyl, alkylcarbonyl,arylcarbonyl or carbonylalkoxy.
 2. An organic composition according toclaim 1 wherein said B linking group is oxycarbonylalkyleneoxy.
 3. Anorganic composition according to claim 1 wherein said B linking group isalkyleneoxy.
 4. An organic composition according to claim 1 wherein saidB linking group is alkyleneoxyalkyleneoxy.
 5. An organic compositionaccording to claim 1 wherein said B linking group is oxy.
 6. An organiccomposition according to claim 1 wherein said B linking group is thio.7. An organic composition according to claim 1 wherein said B linkinggroup is thioalkyleneoxy.
 8. An organic composition according to claim 1wherein said B linking group is aminocarbonylalkyleneoxy.
 9. An organiccomposition according to claim 1 wherein said B linking group isN-alkylaminocarbonylalkyleneoxy.
 10. An organic composition according toclaim 1 wherein said B linking group is N-arylaminocarbonylalkyleneoxy.11. An organic composition according to claim 1 wherein said B linkinggroup is N-alkylamino.
 12. An organic composition according to claim 1wherein said B linking group is N-arylamino.
 13. An organic compositionaccording to claim 1 wherein said B linking group isN-alkylaminoalkyleneoxy.
 14. An organic composition according to claim 1wherein said B linking group is N-arylaminoalkyleneoxy.
 15. An organiccomposition according to claim 1 wherein said B linking group isoxyalkyleneoxy.
 16. An organic composition according to claim 1 whereinsaid B linking group is oxyaryleneoxy.
 17. An organic compositionaccording to claim 1 wherein said B linking group is oxymethylene. 18.An organic composition according to claim 1 wherein said B linking groupis methyleneoxy.
 19. An organic composition according to claim 1 whereinsaid B linking group is oxymethyleneoxy.
 20. An organic compositionaccording to claim 1 wherein said B linking group is oxyethyleneoxy. 21.An organic composition according to claim 1 wherein said bichromophoriccompound has the formula: ##STR9##
 22. An organic composition accordingto claim 1 wherein said bichromophoric compound has the formula:##STR10##
 23. An organic composition according to claim 1 wherein saidbichromophoric compound has the formula: ##STR11##
 24. An organiccomposition according to claim 1 wherein said bichromophoric compoundhas the formula: ##STR12##
 25. An organic composition according to claim1 wherein said bichromophoric compound has the formula: ##STR13##
 26. Anorganic composition according to claim 1 wherein said bichromophoriccompound has the formula: ##STR14##
 27. An organic composition accordingto claim 1 wherein said bichromophoric compound has the formula:##STR15##
 28. An organic composition according to claim 1 wherein saidbichromophoric compound has the formula: ##STR16##
 29. An organiccomposition according to claim 1 wherein said bichromophoric compoundhas the formula: ##STR17##
 30. An organic composition according to claim1 wherein said bichromophoric compound has the formula: ##STR18##
 31. Anorganic composition according to claim 1 wherein said bichromophoriccompound has the formula: ##STR19##
 32. An organic composition accordingto claim 1 wherein said bichromophoric compound has the formula:##STR20##
 33. An organic composition according to claim 1 wherein saidbichromophoric compound has the formula: ##STR21##
 34. An organiccomposition according to claim 1 wherein said bichromophoric compoundhas the formula: ##STR22##